应用化学 ›› 2015, Vol. 32 ›› Issue (7): 743-747.DOI: 10.11944/j.issn.1000-0518.2015.07.140383

• 研究论文 • 上一篇    下一篇

离子液体Zn[CO(NH2)2]3Cl2介质中二肽催化醛的不对称α-氯代反应

张宝华a,史兰香a**(),刘胜宝b   

  1. a石家庄学院化工学院 石家庄 050035
    b
    保定中药制药有限公司 河北 保定 071200
  • 收稿日期:2014-11-06 接受日期:2015-03-27 出版日期:2015-06-30 发布日期:2015-06-30
  • 基金资助:
    河北省科技支撑项目(13964002D)石家庄学院平台基金项目(XJPT007)资助

Dipeptide-Catalyzed Direct Asymmetric Chlorination of Aldehydes in Zn[CO(NH2)2]3Cl2 Ionic Liquid

ZHANG Baohuaa, SHI Lanxianga, *, LIU Shengbaob   

  1. aCollege of Chemical Engineering,Shijiazhuang University,Shijiazhaung 050035,China
    bBaoding Traditional Chinese Medicine Pharmaco.,Itd,Baoding,Hebei 071200,China
  • Received:2014-11-06 Accepted:2015-03-27 Published:2015-06-30 Online:2015-06-30
  • Contact: Lanxiang SHI
  • Supported by:
    Supported by Hebei Province Science and Technology Support Projects (No13964002D) and Shijiazhuang College Platform Project Funds (NoXJPT007)

摘要:

以二肽Pro-Trp为催化剂,2,3,4,5,6,6-六氯-2,4-环己二烯-1-酮为氯化剂,离子液体Zn[CO(NH2)2]3Cl2为溶剂,在N-甲基吗啉(NMM)存在下,各种醛能够高收率、较高立体选择性地完成羰基α-卤代反应,目标产物的产率可达到95%,对映选择性可达92%ee。 该方法具有操作简便、离子液体和催化剂可重复使用的优点。

 

关键词: 六氯-环己二烯-酮, 离子液体, 二肽, 氯化,

Abstract:

A method for direct asymmetric chlorination of aldehydes and 2,3,4,5,6,6-hexachloro-2,4-cyclohexadien-1-one catalyzed by Pro-Trp in the presence of N-methylmorpholine (NMM) and ionic liquid Zn[CO(NH2)2]3Cl2 has been developed. This method produces the corresponding optically active chlorinated products with high yields (up to 95%) and good enantioselectivities (up to 92%ee). The approach has advantages in simple isolation and reusablility of catalyst and ionic liquids.

Key words: hexachloro-cyclohexadien-one, ionic liquid, dipeptide, chlorination, aldehyde

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